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  4. Holiday Homes

269+ Cross Keys Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Cross Keys

Discover more than 269 holiday rentals in Cross Keys. PickleTrip™ holiday homes has everything you need to find a place to stay near Cross Keys, VA.

Whether you are looking for luxury villas in Cross Keys, furnished homes, unique style condos, flats, cozy cottages for a romantic getaway, spacious apartment for family holidays, or stylish accommodation for a business trip, we can help you find the perfect place with private pickleball courts or nearby facilities. Our holiday rentals include top amenities such as indoor/outdoor swimming pools, kitchen facilities, gyms, hot tubs, Internet connectivity, and more.

If you are planning to travel to Cross Keys with a whole family or group, PickleTrip™ holiday accommodations can make your trip more memorable. We have plenty of places to stay in Cross Keys for families, large parties, or private owner accommodations for long or short trips. Pet-friendly holiday rentals are available as well. Book your favorite vacation rentals in Cross Keys with PickleTrip™. Stay and play pickleball when you travel.

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Frequently Asked Questions About Cross Keys Holiday Rentals

There are a lot of options in Cross Keys. If you plan on staying in the Cross Keys area, consider making a reservation for a few nights at one of these properties as these have been rated the top Holiday Home Rentals in Cross Keys:

There are many holiday rentals available in Cross Keys; however, here are a few of the most popular holiday homes listed in Cross Keys on our website:
At PickleTrip most of our places to stay are perfect for families. Check out the complete list of holiday homes in Cross Keys to find one that works for you.
Yes, there are 269 self-catering family homes and holiday rentals in Cross Keys.
There are more than 269 luxury holiday homes in or near Cross Keys, according to 2025 data from PickleTrip. Consider these homes for your next holiday:
Yes, there are 269 pet friendly rentals that are available in Cross Keys.